WO2004033570A1 - Anti-corrosion composition - Google Patents
Anti-corrosion composition Download PDFInfo
- Publication number
- WO2004033570A1 WO2004033570A1 PCT/US2003/031939 US0331939W WO2004033570A1 WO 2004033570 A1 WO2004033570 A1 WO 2004033570A1 US 0331939 W US0331939 W US 0331939W WO 2004033570 A1 WO2004033570 A1 WO 2004033570A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- substrate
- epoxy
- corrosion
- alkoxy
- corrosion composition
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/14—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/4007—Curing agents not provided for by the groups C08G59/42 - C08G59/66
- C08G59/4085—Curing agents not provided for by the groups C08G59/42 - C08G59/66 silicon containing compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/44—Amides
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
Definitions
- the present invention relates to an anti-corrosion composition suitable for use on a variety of substrates.
- the composition is used as a coating for corrosive industrial environments such as smoke stacks, rail cars, hoppers, factory floors, pipe linings, engine rooms and the like.
- Metal substrates and related parts in such industrial environments are subjected to a number of acids and bases due to the variety of compositions that pass through, contact, or are contained in the industrial environment.
- a rail car may have a solvent such as a highly polar alcohol sitting in the rail car for months or even longer periods of time.
- an acid such as sulphuric acid may be generated due to an industrial process and caused to exit a smokestack on a substantially constant basis.
- the only way to avoid the corrosive nature of such acids or bases is to completely scrap the article after a period of use.
- use of the article can be discontinued so that a lengthy cleaning can occur.
- the anti-corrosion composition of the present invention includes a glass matrix formed by crosslinking a mixture of an amine-functionalized silane and an alkoxy- functionalized siloxane, an epoxy, and optionally and preferably a compatibilizing agent for coupling the epoxy and the alkoxy-functionalized siloxane of the glass matrix.
- the epoxy can further include a curing agent, preferably an amine.
- the amine-functionalized silane preferably is compatible with the amine curing agent.
- the composition, once crosslinked, is an epoxy-modified interpenetrating network of glass and epoxy.
- the present invention also provides a treated substrate for use in an industrial environment, and includes various metals such as steel, stainless steel, aluminium, magnesium and zinc.
- the anti-corrosion composition comprises a glass matrix formed by crosslinking a mixture of an amine-functionalized silane and an alkoxy-functionalized siloxane, an epoxy, and, optionally, a compatibilizing agent for coupling the epoxy and the alkoxy-functionalized siloxane of the glass matrix.
- the glass matrix is crosslinked using a titanium or tin catalyst.
- Suitable catalysts include, without limitation, titanium alkoxides such as titanium methoxide, titanium ethoxide, titanium isopropoxide, titanium propoxide, titanium butoxide, titanium diisopropoxide (bis 2,4-pentanedionate), titanium diisopropoxide bis(ethylacetoacetateo) titanium ethylhexoxide, and organic tin compounds such as dibutyl tin diacetate, dibutyltin dilaurate, dimethyl tin dineodecanoate, dioctyl dilauryl tin, and dibutyl butoxy chlorotin, as well as mixtures thereof.
- titanium alkoxides such as titanium methoxide, titanium ethoxide, titanium isopropoxide, titanium propoxide, titanium butoxide, titanium diisopropoxide (bis 2,4-pentanedionate), titanium diisopropoxide bis(ethylacetoacetateo) titanium
- the glass matrix can be formed by using a Sol-Gel process such as described in U.S. Patent No. 6,313,193, the disclosure of which is incorporated herein by reference in its entirety. Other methods of forming the matrix will be within the skill of one in the art.
- the glass matrix provides good adhesion to the surface being coated, as well as toughness, crack resistance, durability, abrasion resistance, heat resistance and stability in the particular environment.
- the matrix formulation may also include fillers (e.g., fumed silica, mica, kaolin, bentonite, talc), zinc oxides, zinc phosphates, iron oxides, cellulose, pigments, corrosion inhibitors, UV light stabilizers, thixotropic agents, epoxy modifiers, polytetrafluoroethylene powder, ultra high molecular weight polyethylene powder, high, medium and low molecular weight polyethylene powder, or other additives, as will be readily apparent to those skilled in the art.
- fillers e.g., fumed silica, mica, kaolin, bentonite, talc
- zinc oxides e.g., zinc phosphates, iron oxides, cellulose, pigments, corrosion inhibitors, UV light stabilizers, thixotropic agents
- epoxy modifiers etrafluoroethylene powder
- ultra high molecular weight polyethylene powder high, medium and low molecular weight polyethylene powder, or other additives, as will be readily apparent to those skilled in the art.
- Suitable amino-functionalized silanes include 3-aminopropyltriethoxy silane, 3- aminopropyldimethylethoxy silane, 3-aminopropyl methyldiethoxy silane and 3- aminopropyltrimethoxy silane.
- Suitable alkoxy-functionalized siloxanes include polydiethoxysiloxane, tetraethoxysilane, tetramethoxysilane and polydimethoxy siloxane. Inasmuch as these compounds form silicates through a water condensation reaction, the inherent moisture of metal being treated can be used to facilitate the reaction without having to remove the moisture. Thus substrates such as stem pipes can be easily and inexpensively treated by using the moisture on the outside of the pipe to facilitate the crosslinking reaction.
- Epoxy compounds are well known and are described in, for example, U.S. Patent Nos. 2,467,171; 2,615,007; 2,716,123; 3,030,336; and 3,053,855 which are incorporated herein by reference in their entirety.
- Useful epoxy compounds include the polyglycidyl ethers of polyhydric polyols, such as ethylene glycol, triethylene glycol, 1,2-propylene glycol, 1,5-pentanediol, 1,2,6-hexanetriol, glycerol and 2,2-bis(4-hydroxy cyclohexyl) propane; the polyglycidyl esters of aliphatic or aromatic polycarboxylic acids, such as oxalic acid, succinic acid, glutaric acid, terephthalic acid, 2,6-naphthalene dicarboxylic acid and dimerized linoleic acid; the polyglycidyl ethers of polyphenols, such as 2,2-bis(4- hydroxyphenyl) propane (commonly known as bis-phenol A), l,l-bis(4-hydroxyphenyl) ethane, l,l-bis(4-hydroxyphenyl) isobutane, 4,4'-dihydroxybenzophenone
- the preferred epoxy compounds are resins having an epoxide equivalent weight of about 100 to 2000, preferably about 110 to 500.
- a presently preferred epoxy is EPON 862 available from Resolution Performance Products, Houston, Texas.
- Epoxy modifiers may be added to improve flexibility.
- Suitable curing agents include Ancamide 220, a polyamide curing agent available from Air Products, Allentown, Pennsylvania.
- Silanes capable of compatibilizing the epoxy and the alkoxy-functionalized siloxane include glycidyl-modified silanes such as 3-(glycidoxypropyl)trimethoxysilane, 3- (glycidoxypropyl)dimethylethoxysilane and 3-(glycidoxypropyl)methyldimethoxysilane.
- Benzyl alcohol can also be used to help compatibilize the epoxy and alkoxy-functionalized siloxane.
- the matrix preferably comprising about 10 to 50 percent by weight of the glass matrix, about 5 to 50 percent by weight epoxy, 0 to 10 percent by weight compatibilizing agent and 5 to 20 percent by weight curing agent.
- the anti-corrosion composition of the present invention can be applied by roll-coating, brush, spray coating, dipping and the like. As discussed above, it is preferred that the user mix the catalyst with the other components right before or substantially contemporaneously with application.
- the composition is preferably applied at a thickness of about 0.25 mm to 1.0 mm.
- the composition is formulated such that the epoxy functionality on the 3- (glycidoxypropyl)-methoxysilane is at a 1 : 1 stoichiometric ratio with the amine functionality of the Ancamide 220.
- the epoxy functionality of the 862 resin is at a 1:1 stoichiometric ratio with the amine functionality of the aminopropyl triethoxysilane.
- the ethoxy groups on polydiethoxy siloxane are at a 1 : 1 stoichiometric ratio with the sum of the number of moles of aminopropyl triethoxysilane and the 3-(glycidoxyproply)trimethoxysilane.
- Pencil hardness measurements of the coating after 7 days indicate that the coating has a hardness value of 6H.
- Samples were exposed to toluene, MEK, ethanol, paint thinner, 50% acetic acid and grill cleaner (e.g., potassium hydroxide, ethylene glycol monobutyl ether and monoethanolamine) for a period of 1 hour under a watch glass.
- grill cleaner e.g., potassium hydroxide, ethylene glycol monobutyl ether and monoethanolamine
- Pencil hardness measurements were then conducted on the areas of the sample which had been exposed to the chemical. For all cases, except the acids, there were no changes in the pencil hardness. Samples formulated with mica and exposed to the acids decreased in hardness to H or less. Samples formulated with glass and exposed to the acids only decreased in hardness to 5H.
- Heucophos ZPO organo-zinc corrosion inhibitor
- Heucorin RZ zinc salt corrosion inhibitor
- Vulcan XC72R carbon black
- Ancamide 220 polyamide curing agent
- the resulting coating displays good adhesion with conventional topcoats. It is more thermally resistant than conventional epoxy resins. Using ASTM G26 and continuous exposure to a xenon arc for 500 hours, no cracking or delamination occurs. With respect to fluid resistance, ASTM D5402 is used to test a variety of fluids. The coating is resistant to toluene, paint remover, ethanol, brake fluid, grill cleaner, mineral spirits, MEK and caustic acid.
- Epon 862 (epoxy resin) 4.99
- Ancamide 220 (polyamide curing agent) 9.43
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP03774692A EP1549717A1 (en) | 2002-10-10 | 2003-10-08 | Anti-corrosion composition |
CA002501302A CA2501302A1 (en) | 2002-10-10 | 2003-10-08 | Anti-corrosion composition |
AU2003282500A AU2003282500A1 (en) | 2002-10-10 | 2003-10-08 | Anti-corrosion composition |
NO20052193A NO20052193L (en) | 2002-10-10 | 2005-05-04 | Corrosion inhibiting composition |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US41770802P | 2002-10-10 | 2002-10-10 | |
US60/417,708 | 2002-10-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2004033570A1 true WO2004033570A1 (en) | 2004-04-22 |
Family
ID=32094065
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2003/031939 WO2004033570A1 (en) | 2002-10-10 | 2003-10-08 | Anti-corrosion composition |
Country Status (6)
Country | Link |
---|---|
US (1) | US20040099845A1 (en) |
EP (1) | EP1549717A1 (en) |
AU (1) | AU2003282500A1 (en) |
CA (1) | CA2501302A1 (en) |
NO (1) | NO20052193L (en) |
WO (1) | WO2004033570A1 (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2757134A3 (en) * | 2005-05-11 | 2014-08-20 | Yazaki Corporation | Antireflective coating compositions and methods for depositing such coatings |
WO2015082409A2 (en) | 2013-12-03 | 2015-06-11 | Akzo Nobel Coatings International B.V. | Coating method for surfaces in chemical installations |
CN109181486A (en) * | 2018-09-26 | 2019-01-11 | 雅图高新材料有限公司 | A kind of epoxy primer and preparation method thereof of low VOC |
CN111592812A (en) * | 2020-05-09 | 2020-08-28 | 广东安美迅新材料有限公司 | Water-based antirust primer and preparation method thereof |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20050282953A1 (en) * | 2004-06-17 | 2005-12-22 | Microphase Coatings, Inc. | Hydrophobic coating composition |
WO2006069376A2 (en) * | 2004-12-22 | 2006-06-29 | University Of Cincinnati | Improved superprimer |
US20060257555A1 (en) * | 2005-05-12 | 2006-11-16 | Brady Brian K | Sub-layer for adhesion promotion of fuel cell bipolar plate coatings |
US8133591B2 (en) * | 2006-06-27 | 2012-03-13 | GM Global Technology Operations LLC | Adhesion of polymeric coatings to bipolar plate surfaces using silane coupling agents |
DE102006044310A1 (en) * | 2006-09-18 | 2008-03-27 | Nano-X Gmbh | Silane coating material and method of making a silane coating material |
DE102007020404A1 (en) * | 2006-09-18 | 2008-10-30 | Nano-X Gmbh | Process for the preparation of a coating material |
US8747952B2 (en) * | 2007-01-19 | 2014-06-10 | Airbus Operations Gmbh | Materials and processes for coating substrates having heterogeneous surface properties |
DE102007003761B4 (en) * | 2007-01-19 | 2016-01-28 | Airbus Operations Gmbh | Coated substrates with heterogeneous surface properties |
EP2254960A1 (en) * | 2008-03-18 | 2010-12-01 | Nano-X GmbH | Method for the production of a highly abrasion-resistant vehicle paint, vehicle paint, and the use thereof |
JP2013515090A (en) * | 2009-12-21 | 2013-05-02 | ダウ コーニング コーポレーション | Coating composition having alkoxy-containing aminofunctional silicone resin |
CN103937369B (en) * | 2014-04-16 | 2016-02-10 | 中山大桥化工集团有限公司 | A kind of environmentally friendly car parts protective system and preparation method thereof |
CA3015272A1 (en) * | 2016-03-16 | 2017-09-21 | Construction Research & Technology Gmbh | Surface applied corrosion inhibitor |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001094487A2 (en) * | 2000-06-02 | 2001-12-13 | Microphase Coatings, Inc. | Antifouling coating composition |
WO2002059210A2 (en) * | 2000-12-14 | 2002-08-01 | Microphase Coatings, Inc. | Anti-icing composition |
-
2003
- 2003-10-07 US US10/680,801 patent/US20040099845A1/en not_active Abandoned
- 2003-10-08 AU AU2003282500A patent/AU2003282500A1/en not_active Abandoned
- 2003-10-08 WO PCT/US2003/031939 patent/WO2004033570A1/en not_active Application Discontinuation
- 2003-10-08 EP EP03774692A patent/EP1549717A1/en not_active Withdrawn
- 2003-10-08 CA CA002501302A patent/CA2501302A1/en not_active Abandoned
-
2005
- 2005-05-04 NO NO20052193A patent/NO20052193L/en unknown
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001094487A2 (en) * | 2000-06-02 | 2001-12-13 | Microphase Coatings, Inc. | Antifouling coating composition |
WO2002059210A2 (en) * | 2000-12-14 | 2002-08-01 | Microphase Coatings, Inc. | Anti-icing composition |
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2757134A3 (en) * | 2005-05-11 | 2014-08-20 | Yazaki Corporation | Antireflective coating compositions and methods for depositing such coatings |
WO2015082409A2 (en) | 2013-12-03 | 2015-06-11 | Akzo Nobel Coatings International B.V. | Coating method for surfaces in chemical installations |
WO2015082409A3 (en) * | 2013-12-03 | 2015-11-12 | Akzo Nobel Coatings International B.V. | Coating method for surfaces in chemical installations |
AU2014359447B2 (en) * | 2013-12-03 | 2017-09-07 | Akzo Nobel Coatings International B.V. | Coating method for surfaces in chemical installations |
US9777187B2 (en) | 2013-12-03 | 2017-10-03 | Akzo Nobel Coatings International B.V. | Coating method for surfaces in chemical installations |
RU2665431C1 (en) * | 2013-12-03 | 2018-08-29 | Акцо Нобель Коатингс Интернэшнл Б.В. | Coating method for surfaces in chemical installations |
CN109181486A (en) * | 2018-09-26 | 2019-01-11 | 雅图高新材料有限公司 | A kind of epoxy primer and preparation method thereof of low VOC |
CN111592812A (en) * | 2020-05-09 | 2020-08-28 | 广东安美迅新材料有限公司 | Water-based antirust primer and preparation method thereof |
Also Published As
Publication number | Publication date |
---|---|
AU2003282500A1 (en) | 2004-05-04 |
NO20052193L (en) | 2005-07-11 |
NO20052193D0 (en) | 2005-05-04 |
CA2501302A1 (en) | 2004-04-22 |
EP1549717A1 (en) | 2005-07-06 |
US20040099845A1 (en) | 2004-05-27 |
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